Aurachin H

Details

• Internal ID: 42ecb951-5c26-4661-9c20-2eda0f91a8d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,5E)-6,10-dimethyl-2-[(2S)-4-methyl-5-oxido-2,3-dihydrofuro[3,2-c]quinolin-5-ium-2-yl]undeca-5,9-dien-2-ol
• InChI: InChI=1S/C25H33NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-19(4)26(28)22-14-7-6-13-20(22)24(21)29-23/h6-7,10,12-14,23,27H,8-9,11,15-16H2,1-5H3/b18-12+/t23-,25+/m0/s1
• InChI Key: HOLWWQAFDQGMEK-QOSXKSOISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃NO₃
• Molecular Weight: 395.50 g/mol
• Exact Mass: 395.24604391 g/mol
• Topological Polar Surface Area (TPSA): 54.90 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.5914	59.14%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5401	54.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.6840	68.40%
P-glycoprotein substrate	-	0.5815	58.15%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7831	78.31%
CYP3A4 inhibition	-	0.5325	53.25%
CYP2C9 inhibition	-	0.7590	75.90%
CYP2C19 inhibition	-	0.6300	63.00%
CYP2D6 inhibition	-	0.8168	81.68%
CYP1A2 inhibition	-	0.6166	61.66%
CYP2C8 inhibition	+	0.5575	55.75%
CYP inhibitory promiscuity	-	0.5097	50.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4800	48.00%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.7715	77.15%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8848	88.48%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8086	80.86%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8303	83.03%
Nephrotoxicity	-	0.6396	63.96%
Acute Oral Toxicity (c)	III	0.5922	59.22%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.5604	56.04%
Thyroid receptor binding	+	0.7078	70.78%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	+	0.7697	76.97%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.98%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.64%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.50%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	90.11%	92.51%
CHEMBL2581	P07339	Cathepsin D	88.27%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.58%	93.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.38%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.93%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195251
• LOTUS: LTS0230871
• wikiData: Q105109912